The Sales Playbook For Founders | Startup School
Navigating B2B sales for the first time can feel slow and overwhelming.
Drawing from his experience founding Monzo and GoCardless, YC's Tom Blomfield shares his playbook for running a tight sales process that lands real, recurring revenue. He walks through each step—free and paid pilots, opt-out contracts, long-term deals—and shows how to prove value and close customers.
Apply to Y Combinator: https://www.ycombinator.com/apply
Work at a startup: https://www.ycombinator.com/jobs
Chapters:
00:21 - The Typical B2B Sales Progression
01:00 - Common Pitfalls in Early Stages
01:38 - Understanding Design Partnerships
02:56 - Identifying Customer Problems
04:18 - Avoiding Overbuilding
06:11 - Transitioning to Free Trials
07:11 - Defining Success Metrics
08:38 - Overcoming Customer Objections
10:01 - Moving to Paid Trials
10:20 - Securing Financial Commitments
11:30 - Optimizing Pilot Engagement
13:47 - Recurring Revenue Contracts
15:33 - Focusing on Customer Success
Watch on YouTube ↗
(saves to browser)
Sign in to unlock AI tutor explanation · ⚡30
Playlist
Uploads from Y Combinator · Y Combinator · 0 of 60
← Previous
Next →
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
Mark Zuckerberg at Startup School 2012
Y Combinator
Jessica Livingston at Startup School 2012
Y Combinator
Ben Silbermann at Startup School 2012
Y Combinator
David Rusenko at Startup School 2012
Y Combinator
Tom Preston Werner at Startup School 2012
Y Combinator
Joel Spolsky at Startup School 2012
Y Combinator
Travis Kalanick at Startup School 2012
Y Combinator
Hiroshi Mikitani at Startup School 2012
Y Combinator
Ron Conway at Startup School 2012
Y Combinator
Balaji Srinivasan at Startup School 2013
Y Combinator
Chris Dixon at Startup School 2013
Y Combinator
Dan Siroker at Startup School 2013
Y Combinator
Diane Greene at Startup School 2013
Y Combinator
Jack Dorsey at Startup School 2013
Y Combinator
Mark Zuckerberg at Startup School 2013
Y Combinator
Nate Blecharczyk at Startup School 2013
Y Combinator
Phil Libin at Startup School 2013
Y Combinator
Ron Conway at Startup School 2013
Y Combinator
Office Hours at Startup School 2013 with Paul Graham and Sam Altman
Y Combinator
Chase Adam at Startup School 2013
Y Combinator
Jessica Livingston at Female Founders Conference 2014
Y Combinator
Julia Hartz at Female Founders Conference 2014
Y Combinator
Elli Sharef at Female Founders Conference 2014
Y Combinator
Kathryn Minshew at Female Founders Conference 2014
Y Combinator
Elizabeth Iorns at Female Founders Conference 2014
Y Combinator
Jessica Mah at Female Founders Conference 2014
Y Combinator
Office Hours at Startup School NY 2014
Y Combinator
Apoorva Mehta at Startup School NY 2014
Y Combinator
David Lee at Startup School NY 2014
Y Combinator
Chase Adam at Startup School NY 2014
Y Combinator
Closing Remarks at Startup School NY 2014
Y Combinator
Introduction at Startup School NY 2014
Y Combinator
Shana Fisher at Startup School NY 2014
Y Combinator
Zach Sims at Startup School NY 2014
Y Combinator
Kathryn Minshew at Startup School NY 2014
Y Combinator
Adora Cheung
Y Combinator
Ian Hogarth
Y Combinator
Hiroki Takeuchi
Y Combinator
Alfred Lin with Justin Kan
Y Combinator
Urska Srsen
Y Combinator
Office Hours with Kevin & Qasar
Y Combinator
Paul Buchheit
Y Combinator
Y Combinator Partners Q&A
Y Combinator
Eric Migicovsky at Startup School SV 2014
Y Combinator
Jim Goetz and Jan Koum at Startup School SV 2014
Y Combinator
Michelle Zatlyn and Matthew Prince at Startup School SV 2014
Y Combinator
Jessica Livingston Introduces Startup School SV 2014
Y Combinator
Danae Ringelmann at Startup School SV 2014
Y Combinator
Hosain Rahman at Startup School SV 2014
Y Combinator
Kevin Systrom at Startup School SV 2014
Y Combinator
Emmett Shear at Startup School SV 2014
Y Combinator
Reid Hoffman at Startup School SV 2014
Y Combinator
Ron Conway at Startup School SV 2014
Y Combinator
Andrew Mason at Startup School SV 2014
Y Combinator
Tracy Young Speaks at Female Founders Conference 2015
Y Combinator
Ruchi Sanghvi Speaks at Female Founders Conference 2015
Y Combinator
Kimberly Bryant Speaks at Female Founders Conference 2015
Y Combinator
Fundraising Panel at Female Founders Conference 2015
Y Combinator
Jessica Livingston Speaks at Female Founders Conference 2015
Y Combinator
Adora Cheung Speaks at Female Founders Conference 2015
Y Combinator
More on: Startup Basics
View skill →Related AI Lessons
⚡
⚡
⚡
⚡
7 Funding Opportunities for Startup Founders | May 15, 2026
Medium · Cybersecurity
7 Client Red Flags That Cost Me Thousands (And How to Spot Them in the First Call)
Dev.to · Alfred P
Qoray Launches National Dealer-Owned Electric Mobility Franchise for Last-Mile Transportation
Techpoint Africa
DE LA GENÈSE À L’INSTITUTION: L’ANATOMIE DU PASSAGE DE STARTUP À ENTREPRISE
Medium · Startup
Chapters (13)
0:21
The Typical B2B Sales Progression
1:00
Common Pitfalls in Early Stages
1:38
Understanding Design Partnerships
2:56
Identifying Customer Problems
4:18
Avoiding Overbuilding
6:11
Transitioning to Free Trials
7:11
Defining Success Metrics
8:38
Overcoming Customer Objections
10:01
Moving to Paid Trials
10:20
Securing Financial Commitments
11:30
Optimizing Pilot Engagement
13:47
Recurring Revenue Contracts
15:33
Focusing on Customer Success
🎓
Tutor Explanation
DeepCamp AI